O-4210

O-4210
Identifiers
	IUPAC name 5-[(2R,3S)-3-(4-fluorophenyl)-8-thiabicyclo[3.2.1]octan-2-yl]-3-methyl-1,2-oxazole;
CAS Number	1266655-36-0;
PubChem CID	50942207;
ChemSpider	26378216;
ChEMBL	ChEMBL1643663;
Chemical and physical data
Formula	C17H18FNOS
Molar mass	303.40 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=NOC(=C1)[C@H]2[C@H](CC3CCC2S3)C4=CC=C(C=C4)F;
	InChI InChI=1S/C17H18FNOS/c1-10-8-15(20-19-10)17-14(9-13-6-7-16(17)21-13)11-2-4-12(18)5-3-11/h2-5,8,13-14,16-17H,6-7,9H2,1H3/t13?,14-,16?,17-/m1/s1; Key:LXAGRMZFEDEAAM-VVBDHPJYSA-N;

O-4210 is a drug developed by Organix Inc which acts as a selective dopamine reuptake inhibitor, with good selectivity over the serotonin transporter but its activity at the noradrenaline transporter is not known. It is a thiatropane derivative, related in chemical structure to phenyltropane derivatives such as RTI-126 and RTI-171, but with the amine nitrogen replaced by sulfur, demonstrating that this nitrogen only plays a minor contribution to receptor binding, in a similar manner to the related oxatropane tropoxane.^[1]^[2]

References

^ Pham-Huu DP, Deschamps JR, Liu S, Madras BK, Meltzer PC (January 2007). "Synthesis of 8-thiabicyclo[3.2.1]octanes and their binding affinity for the dopamine and serotonin transporters". Bioorganic & Medicinal Chemistry. 15 (2): 1067–82. doi:10.1016/j.bmc.2006.10.016. PMC 1829488. PMID 17070057.
^ Purushotham M, Sheri A, Pham-Huu DP, Madras BK, Janowsky A, Meltzer PC (January 2011). "The synthesis and biological evaluation of 2-(3-methyl or 3-phenylisoxazol-5-yl)-3-aryl-8-thiabicyclo[3.2.1]octanes". Bioorganic & Medicinal Chemistry Letters. 21 (1): 48–51. doi:10.1016/j.bmcl.2010.11.076. PMC 3015105. PMID 21146984.

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[pmid17070057-1] Pham-Huu DP, Deschamps JR, Liu S, Madras BK, Meltzer PC (January 2007). "Synthesis of 8-thiabicyclo[3.2.1]octanes and their binding affinity for the dopamine and serotonin transporters". Bioorganic & Medicinal Chemistry. 15 (2): 1067–82. doi:10.1016/j.bmc.2006.10.016. PMC 1829488. PMID 17070057.

[pmid21146984-2] Purushotham M, Sheri A, Pham-Huu DP, Madras BK, Janowsky A, Meltzer PC (January 2011). "The synthesis and biological evaluation of 2-(3-methyl or 3-phenylisoxazol-5-yl)-3-aryl-8-thiabicyclo[3.2.1]octanes". Bioorganic & Medicinal Chemistry Letters. 21 (1): 48–51. doi:10.1016/j.bmcl.2010.11.076. PMC 3015105. PMID 21146984.

[1]

[2]

See also

References